James C.

New York, NY, USA

Startup-Focused CTO Driving Growth & Innovation

James Cerrato is a seasoned technology leader who turns complex challenges into seamless customer experiences. He has driven over $650M in valuation growth and supported more than $80M in fundraising, including an IPO, an acquisition, and his own founded startup. With deep experience across B2B and B2B2C, he's driven results in MedTech, FinTech, FashionTech, and eCommerce. James brings outcome-driven strategy, product innovation, and operational simplicity to every engagement. Having worked alongside leaders from Google and McKinsey, he builds teams grounded in trust, collaboration, and a relentless pursuit of innovation.

James C.

Experience

  • Opaline

    Opaline

    Co-Founder & CTO

    May 2024 - Present

    Opaline provides engaging, personalized AI experiences to transform curious browsers into lifelong patients, reshaping customer acquisition in medical aesthetics.

    • Spearheaded the development of Opaline's AI + Platform, fundamentally transforming consumer engagement and practices' growth.
    • Pioneered SkinScore™, a proprietary ML/CNN platform transforming skin health discovery through AI-driven analysis and personalized treatment recommendations.
    • Architected HIPAA-first, SOC 2–compliant infrastructure on AWS/Terraform, balancing compliance with rapid iteration from inception.
    • Positioned Opaline as a category-defining consumer engagement and lead-gen platform through strategic leadership and product innovation.
  • RepeatMD

    RepeatMD

    VPE (Head of Engineering)

    Jun 2022 - Mar 2024

    RepeatMD streamlines loyalty and patient financing for healthcare and medical aesthetics providers, enhancing patient retention and revenue.

    • Key contributor to achieving product-market fit and a lead strategist in launching RepeatMD’s second revenue stream (transactional revenue), helping establish the company as a leader in patient retention software.
    • Led the build-out of the engineering team from 0 to 30, and led a complete product overhaul, resulting in exponential ARR growth.
    • Facilitated SaaS expansion to over 2K clients from under 100, ensuring compliance with HIPAA & SOC2, and upholding a 99.9% uptime.
    • Collaborated with cross-functional leaders to align product development with strategic business goals, fostering innovation and rapid market success.
    • Defined compliance posture and implemented HIPAA + SOC2 without stagnating rapid ARR growth $2M → $25M in <2 years.
  • JOOR

    JOOR

    VPE (Head of Engineering)

    Nov 2017 - May 2022

    JOOR, backed by notable investors, offers a digital wholesale management platform transforming the wholesale process for brands and retailers.

    • Led JOOR's engineering transformation from Series B to Series D, overseeing over 85 engineers globally.
    • Spearheaded technical innovations that significantly scaled transaction volumes to over $2B monthly, expanding the platform's global reach.
    • Oversaw the engineering team's growth and global expansion, integrating new technologies to enhance platform capabilities and operational efficiency.
    • Implemented strategic initiatives that solidified JOOR's position as a leader in digital wholesale, ensuring scalability and sustainable growth.
    • Drove global integration sales initiatives with CRO to capture technical partners (Farfetch, Tommy Hilfiger, Neiman Marcus), driving $9M+ ARR in contract value.
    • Implemented SOC2 & GDPR compliance to enable enterprise dominance in EMEA market which led to exponential growth.
    • Conceived and led the launch of Passport (virtual fashion show application) during product leadership gaps, creating a new revenue stream and powering NY, Paris, UK, and Tokyo Fashion Weeks on the platform during COVID.
  • BorderFree (Acquired by Pitney Bowes)

    BorderFree (Acquired by Pitney Bowes)

    Engineering Manager

    May 2016 - Nov 2017

    Borderfree enabled customers to take their e-commerce sites worldwide via forex and on the fly site translations to generate more business, and managing cross border distribution for those clients. Notably we took Target.com, Macys and other large retailers worldwide.

    • Drove the technical re-platforming and API launches to enable Borderfree IPO & acquisition by Pitney Bowes, enhancing SDK performance and operational cadence.
    • Managed teams in NYC & Tel-Aviv ensuring rapid adoption of new functional programming stacks (TypeScript + Scala) to enable modernization.
    • Hired and sought to boost domain headcount from 6 to 24.
  • Capital One

    Capital One

    Lead Software Engineer

    Apr 2012 - May 2016

    Capital One, a major financial services company, offers extensive banking and credit services across various sectors, with engineering operating much like FAANG companies.

    • Developed and enhanced full-stack tools and features across key divisions, utilizing modern technologies for optimal performance.
    • Led initiatives for CapitalOne.com and Commercial Bank platforms, significantly improving system efficiency, reliability, and customer experience.
    • Worked on Labs division, integrating and vetting technologies for acquisition from the NY, Chicago, and SF markets. Playing role to 7 successful acquisition integrations during my tenure.

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